A person with a diamond head.
Correct. A capital letter U
No, not that one.
No, not that one. This is like a capital letter U
Correct! A bowl with a big ramp going up to the left side.
No, not that one. This shape has a large angled section going up to the left.
No! A scoop with a large handle on the left.

Outcome: successful
Speaker comments: Annoying bot, but we got there in the end.